JP2018131635A - E−1,1,1,4,4,4−ヘキサフルオロ−2−ブテンの共沸および共沸様組成物 - Google Patents
E−1,1,1,4,4,4−ヘキサフルオロ−2−ブテンの共沸および共沸様組成物 Download PDFInfo
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- JP2018131635A JP2018131635A JP2018102329A JP2018102329A JP2018131635A JP 2018131635 A JP2018131635 A JP 2018131635A JP 2018102329 A JP2018102329 A JP 2018102329A JP 2018102329 A JP2018102329 A JP 2018102329A JP 2018131635 A JP2018131635 A JP 2018131635A
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- azeotrope
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- hexafluoro
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- 239000000203 mixture Substances 0.000 title claims abstract description 129
- NLOLSXYRJFEOTA-OWOJBTEDSA-N (e)-1,1,1,4,4,4-hexafluorobut-2-ene Chemical group FC(F)(F)\C=C\C(F)(F)F NLOLSXYRJFEOTA-OWOJBTEDSA-N 0.000 title claims abstract description 9
- 239000006260 foam Substances 0.000 claims abstract description 7
- LDTMPQQAWUMPKS-OWOJBTEDSA-N (e)-1-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)\C=C\Cl LDTMPQQAWUMPKS-OWOJBTEDSA-N 0.000 claims abstract description 6
- 229920001169 thermoplastic Polymers 0.000 claims abstract description 5
- 239000004416 thermosoftening plastic Substances 0.000 claims abstract description 5
- 238000004519 manufacturing process Methods 0.000 claims abstract description 4
- 229920001187 thermosetting polymer Polymers 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims description 31
- OQISUJXQFPPARX-UHFFFAOYSA-N 2-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C(Cl)=C OQISUJXQFPPARX-UHFFFAOYSA-N 0.000 claims description 25
- 238000009835 boiling Methods 0.000 claims description 15
- 238000001704 evaporation Methods 0.000 claims description 5
- 238000001816 cooling Methods 0.000 claims description 2
- 239000004088 foaming agent Substances 0.000 claims description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims 1
- 239000003507 refrigerant Substances 0.000 abstract description 9
- NLOLSXYRJFEOTA-UHFFFAOYSA-N 1,1,1,4,4,4-hexafluorobut-2-ene Chemical compound FC(F)(F)C=CC(F)(F)F NLOLSXYRJFEOTA-UHFFFAOYSA-N 0.000 abstract description 4
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 abstract description 4
- 238000010792 warming Methods 0.000 abstract description 4
- 239000004604 Blowing Agent Substances 0.000 abstract description 3
- 230000006378 damage Effects 0.000 abstract description 3
- LDTMPQQAWUMPKS-UHFFFAOYSA-N 1-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C=CCl LDTMPQQAWUMPKS-UHFFFAOYSA-N 0.000 abstract 1
- 239000007788 liquid Substances 0.000 description 14
- 239000003795 chemical substances by application Substances 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 239000012530 fluid Substances 0.000 description 6
- 238000005259 measurement Methods 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000005057 refrigeration Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000003380 propellant Substances 0.000 description 3
- 239000003082 abrasive agent Substances 0.000 description 2
- 239000012459 cleaning agent Substances 0.000 description 2
- 239000002274 desiccant Substances 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 238000006073 displacement reaction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000006269 thermoset foam Substances 0.000 description 2
- 230000002411 adverse Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000000779 depleting effect Effects 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000003682 fluorination reaction Methods 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000010574 gas phase reaction Methods 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910000679 solder Inorganic materials 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
- C09K5/02—Materials undergoing a change of physical state when used
- C09K5/04—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
- C09K5/041—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems
- C09K5/044—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D1/00—Fire-extinguishing compositions; Use of chemical substances in extinguishing fires
- A62D1/0028—Liquid extinguishing substances
- A62D1/0057—Polyhaloalkanes
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D1/00—Fire-extinguishing compositions; Use of chemical substances in extinguishing fires
- A62D1/0071—Foams
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
- C08J9/143—Halogen containing compounds
- C08J9/144—Halogen containing compounds containing carbon, halogen and hydrogen only
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
- C08J9/143—Halogen containing compounds
- C08J9/144—Halogen containing compounds containing carbon, halogen and hydrogen only
- C08J9/146—Halogen containing compounds containing carbon, halogen and hydrogen only only fluorine as halogen atoms
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
- C08J9/149—Mixtures of blowing agents covered by more than one of the groups C08J9/141 - C08J9/143
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- C09K3/00—Materials not provided for elsewhere
- C09K3/30—Materials not provided for elsewhere for aerosols
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
- C09K5/02—Materials undergoing a change of physical state when used
- C09K5/04—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
- C09K5/041—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems
- C09K5/044—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds
- C09K5/045—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds containing only fluorine as halogen
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- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/50—Solvents
- C11D7/5036—Azeotropic mixtures containing halogenated solvents
- C11D7/504—Azeotropic mixtures containing halogenated solvents all solvents being halogenated hydrocarbons
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- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
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- Combustion & Propulsion (AREA)
- Thermal Sciences (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fire-Extinguishing Compositions (AREA)
Abstract
Description
本出願は、2010年4月26日出願の米国仮特許出願第61/327746号明細書、および2011年1月25日出願の米国仮特許出願第61/435875号明細書の優先権を主張するものである。
Claims (7)
- (a)67〜95モル%のE−1,1,1,4,4,4−ヘキサフルオロ−2−ブテンと、
(b)33〜5モル%のE−1−クロロ−3,3,3−トリフルオロプロペンと
から本質的になる組成物であって、前記組成物が、−40℃から140℃の温度において共沸様組み合わせを形成する組成物。 - −40℃〜140℃の温度において、前記組成物が泡立ち点圧力を基準として5パーセント以下の露点圧力と泡立ち点圧力との差を有することにより特徴付けられる請求項1に記載の組成物。
- (a)5〜95モル%のE−1,1,1,4,4,4−ヘキサフルオロ−2−ブテンと、
(b)95〜5モル%の2−クロロ−3,3,3−トリフルオロプロペンと
から本質的になる組成物であって、前記組成物が、−40℃から120℃の温度において共沸組み合わせを形成する組成物。 - −40℃〜120℃の温度において、前記組成物が泡立ち点圧力を基準として5パーセント以下の露点圧力と泡立ち点圧力との差を有することにより特徴付けられる請求項3に記載の組成物。
- 請求項1から4のいずれかに記載の組成物を発泡剤として使用する工程を含む熱可塑性または熱硬化性発泡体の製造方法。
- 請求項1から4のいずれかに記載の組成物を凝縮させる工程と、その後冷却されるべき本体の近くで前記共沸様組成物を蒸発させる工程とを含む冷却を行うための方法。
- 1.5paia〜328psiaの圧力で−40℃〜120℃の沸点温度を有する、60.2モルパーセント〜98.8モルパーセントのE−1,1,1,4,4,4−ヘキサフルオロ−2−ブテンと、39.8モルパーセント〜1.2モルパーセントの2−クロロ−3,3,3−トリフルオロプロペンとから本質的になる共沸組成物。
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US32774610P | 2010-04-26 | 2010-04-26 | |
| US61/327,746 | 2010-04-26 | ||
| US32929410P | 2010-04-29 | 2010-04-29 | |
| US61/329,294 | 2010-04-29 | ||
| US201161435875P | 2011-01-25 | 2011-01-25 | |
| US61/435,875 | 2011-01-25 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016078940A Division JP2016130322A (ja) | 2010-04-26 | 2016-04-11 | E−1,1,1,4,4,4−ヘキサフルオロ−2−ブテンの共沸および共沸様組成物 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020000864A Division JP6847281B2 (ja) | 2010-04-26 | 2020-01-07 | E−1,1,1,4,4,4−ヘキサフルオロ−2−ブテンの共沸および共沸様組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2018131635A true JP2018131635A (ja) | 2018-08-23 |
| JP6644110B2 JP6644110B2 (ja) | 2020-02-12 |
Family
ID=44259826
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013508138A Pending JP2013529233A (ja) | 2010-04-26 | 2011-04-26 | E−1,1,1,4,4,4−ヘキサフルオロ−2−ブテンの共沸および共沸様組成物 |
| JP2016078940A Pending JP2016130322A (ja) | 2010-04-26 | 2016-04-11 | E−1,1,1,4,4,4−ヘキサフルオロ−2−ブテンの共沸および共沸様組成物 |
| JP2018102329A Active JP6644110B2 (ja) | 2010-04-26 | 2018-05-29 | E−1,1,1,4,4,4−ヘキサフルオロ−2−ブテンの共沸および共沸様組成物 |
| JP2020000864A Active JP6847281B2 (ja) | 2010-04-26 | 2020-01-07 | E−1,1,1,4,4,4−ヘキサフルオロ−2−ブテンの共沸および共沸様組成物 |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013508138A Pending JP2013529233A (ja) | 2010-04-26 | 2011-04-26 | E−1,1,1,4,4,4−ヘキサフルオロ−2−ブテンの共沸および共沸様組成物 |
| JP2016078940A Pending JP2016130322A (ja) | 2010-04-26 | 2016-04-11 | E−1,1,1,4,4,4−ヘキサフルオロ−2−ブテンの共沸および共沸様組成物 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020000864A Active JP6847281B2 (ja) | 2010-04-26 | 2020-01-07 | E−1,1,1,4,4,4−ヘキサフルオロ−2−ブテンの共沸および共沸様組成物 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US8821749B2 (ja) |
| EP (1) | EP2563485B1 (ja) |
| JP (4) | JP2013529233A (ja) |
| KR (1) | KR101855536B1 (ja) |
| CN (1) | CN102939134B (ja) |
| AR (1) | AR081543A1 (ja) |
| AU (1) | AU2011245438B2 (ja) |
| BR (1) | BR112012026867A2 (ja) |
| CA (1) | CA2791797A1 (ja) |
| ES (1) | ES2562819T3 (ja) |
| MX (1) | MX2012012341A (ja) |
| PL (1) | PL2563485T3 (ja) |
| WO (1) | WO2011137087A1 (ja) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR078600A1 (es) * | 2009-06-02 | 2011-11-23 | Du Pont | Composiciones azeotropicas y cuasi-azeotropicas de z-1,1,1,4,4,4-hexafluoro-2- buteno y proceso para preparar una espuma termoplastica |
| US8821749B2 (en) * | 2010-04-26 | 2014-09-02 | E I Du Pont De Nemours And Company | Azeotrope-like compositions of E-1,1,1,4,4,4-hexafluoro-2-butene and 1-chloro-3,3,3-trifluoropropene |
| EP2643419B1 (en) | 2010-11-25 | 2019-05-08 | Arkema France | Compositions of chloro-trifluoropropene and hexafluorobutene |
| FR2968009B1 (fr) | 2010-11-25 | 2012-11-16 | Arkema France | Fluides frigorigenes contenant du (e)-1,1,1,4,4,4-hexafluorobut-2-ene |
| FR2968310B1 (fr) | 2010-12-03 | 2012-12-07 | Arkema France | Compositions a base de 1,1,1,4,4,4-hexafluorobut-2-ene et de 3,3,4,4,4-pentafluorobut-1-ene |
| FR2977256B1 (fr) | 2011-07-01 | 2013-06-21 | Arkema France | Compositions de 2,4,4,4-tetrafluorobut-1-ene et de cis-1,1,1,4,4,4-hexafluorobut-2-ene |
| FR2989084B1 (fr) | 2012-04-04 | 2015-04-10 | Arkema France | Compositions a base de 2,3,3,4,4,4-hexafluorobut-1-ene |
| WO2015048604A1 (en) * | 2013-09-30 | 2015-04-02 | E. I. Du Pont De Nemours And Company | Fire extinguishing and fire suppression compositions comprising 3-chloro-1,1,1-trifluoropropene |
| WO2015054174A1 (en) * | 2013-10-08 | 2015-04-16 | E. I. Du Pont De Nemours And Company | Azeotrope-like compositions of fo-e-1,3,4,4,4-pentafluoro-3-trifluoromethyl-1-butene and e-1-chloro-3,3,3-trifluoropropene and uses thereof |
| JP6153993B2 (ja) * | 2015-12-02 | 2017-06-28 | アルケマ フランス | クロロトリフルオロプロペンとヘキサフルオロブテンとの組成物 |
| JP2017201022A (ja) * | 2017-05-30 | 2017-11-09 | アルケマ フランス | クロロトリフルオロプロペンとヘキサフルオロブテンとの組成物 |
| CN109280541B (zh) * | 2017-07-19 | 2021-02-12 | 浙江省化工研究院有限公司 | 一种环保型组合物 |
| WO2019051390A1 (en) * | 2017-09-11 | 2019-03-14 | The Chemours Company, Fc, Llc | AZEOTROPIC COMPOSITIONS COMPRISING HYDROGEN FLUORIDE AND FLUOROCARBONS |
| EP3694914B1 (en) * | 2017-10-10 | 2021-12-01 | The Chemours Company FC, LLC | Process for the manufacture of thermoplastic foam containing hfo-1336mzz(z) and hfo-1336mzz(e) |
| GB2581732A (en) * | 2017-11-27 | 2020-08-26 | Chemours Co Fc Llc | Aerosol compositions |
| CN108359121B (zh) * | 2017-12-14 | 2019-03-15 | 浙江衢化氟化学有限公司 | 一种共沸和类共沸组合物 |
| JP7108466B2 (ja) * | 2018-05-28 | 2022-07-28 | 三井・ケマーズ フロロプロダクツ株式会社 | 非共沸性洗浄用組成物 |
| WO2020150437A1 (en) * | 2019-01-17 | 2020-07-23 | The Chemours Company Fc, Llc | Azeotrope and azeotrope-like compositions comprising (e)-1,1,1,4,4,4-hexafluorobut-2-ene |
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| GB2599599B (en) * | 2020-01-27 | 2022-10-19 | Kingspan Holdings Irl Ltd | Phenolic foam and method of manufacture thereof |
| TW202346449A (zh) * | 2022-04-22 | 2023-12-01 | 美商科慕Fc有限責任公司 | 包含e-1,1,1,4,4,4-六氟-2-丁烯之氟丁烯組成物及其用途 |
| CN117427305A (zh) * | 2023-10-23 | 2024-01-23 | 哲弗智能系统(上海)有限公司 | 一种混合灭火剂及灭火方法 |
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| WO2011137087A1 (en) * | 2010-04-26 | 2011-11-03 | E. I. Du Pont De Nemours And Company | Azeotropic and azeotrope-like compositions of e-1,1,1,4,4,4-hexafluoro-2-butene |
| JP2016102210A (ja) * | 2015-12-02 | 2016-06-02 | アルケマ フランス | クロロトリフルオロプロペンとヘキサフルオロブテンとの組成物 |
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| US8821749B2 (en) | 2014-09-02 |
| ES2562819T3 (es) | 2016-03-08 |
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| JP2020063454A (ja) | 2020-04-23 |
| KR20130094722A (ko) | 2013-08-26 |
| KR101855536B1 (ko) | 2018-06-08 |
| AR081543A1 (es) | 2012-10-03 |
| MX2012012341A (es) | 2012-11-21 |
| AU2011245438B2 (en) | 2015-08-20 |
| JP2013529233A (ja) | 2013-07-18 |
| CA2791797A1 (en) | 2011-11-03 |
| PL2563485T3 (pl) | 2016-05-31 |
| AU2011245438A1 (en) | 2012-08-23 |
| JP6644110B2 (ja) | 2020-02-12 |
| JP6847281B2 (ja) | 2021-03-24 |
| CN102939134B (zh) | 2015-11-25 |
| CN102939134A (zh) | 2013-02-20 |
| BR112012026867A2 (pt) | 2017-10-10 |
| WO2011137087A1 (en) | 2011-11-03 |
| EP2563485B1 (en) | 2015-12-02 |
| EP2563485A1 (en) | 2013-03-06 |
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